This is an issue that wasn't adequately conveyed to the OP, which illustrates the dangers of taking unlicensed advice.

No intention of trying to fool the I R S (my computer keeps auto correcting to other random words), just want to make sure I'm keeping adequate records, especially if I rent to family outside of airbnb.  

Pawn shops and check cashing places tend to be in neighborhoods where people struggle to pay their bills.After learning how to do some adequate pre-screening, a good PM can give you further insight, but we can't go through lists of 30+ properties to do potential deal evaluations for all of our clients.

The most important thing sometimes is to cut your losses, learn your lessons and move on.Just from your description, you did not perform adequate independent due diligence on the purchase and relied on the agent. 

Still two potential challenges in doing that: separate energy supply would be needed, and adequate space for the new unit is needed. 

I don't add in fluff, I just think that's how much it takes to adequately explain the topics at hand.My number two piece of advice is: be patient and persistent. 

Do you think that under 350~375$ not adequate? 

The property makes REI sense or it doesn't (assuming adequate due diligence including the neighborhood and City issues )

Since the tiny houses are up on trailers, it was hard to adequately protect the pipes, and they did freeze. 

Real estate investing does not require special protection, simply have adequate insurance coverage.It is unnecessary to have additional protection unless you have 3 or more employees.